Toluene → 5-(2-Octyl-benzo[1,3]dioxol-5-yl)-2-octyloxypyridine

HRID 1779262ノート

反応式

HRID 1779262 の反応式
[CH2:1]([CH:9]1[O:13][C:12]2[CH:14]=[CH:15][C:16](B(O)O)=[CH:17][C:11]=2[O:10]1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].Br[C:22]1[CH:23]=[CH:24][C:25]([O:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH3:36])=[N:26][CH:27]=1.C1(C)C=CC=CC=1.C(=O)([O-])[O-].[Na+].[Na+]>C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.[Pd].O.C(O)C>[CH2:1]([CH:9]1[O:13][C:12]2[CH:14]=[CH:15][C:16]([C:22]3[CH:23]=[CH:24][C:25]([O:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH3:36])=[N:26][CH:27]=3)=[CH:17][C:11]=2[O:10]1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]

参加物

8

反応物 4

HCID 1140TolueneHCID 10340Sodium CarbonateHCID 144392315-bromo-2-(octyloxy)PyridineHCID 190503132-Octyl-benzo[1,3]dioxole-5-boronic acid

生成物 1

HCID 190502875-(2-Octyl-benzo[1,3]dioxol-5-yl)-2-octyloxypyridine

試薬・触媒・溶媒 3

HCID 11979704Tetrakis(triphenylphosphine)palladium触媒HCID 702Ethanol溶媒HCID 962Water溶媒

実験手順

5 mmol of 2-octyl-benzo[1,3]dioxole-5-boronic acid and 5 mmol of 5-bromo-2-octyloxypyridine are introduced into a mixture of 30 ml of toluene, 15 ml of ethanol and 15 ml of water. 0.05 mmol of tetrakis(triphenylphosphine)palladium(O) and 12 mmol of sodium carbonate are added, and the mixture is refluxed for 6 hours. The phases are separated, the aqueous phase is extracted with tert-butyl methyl ether, and the combined organic phases are dried by means of Na2SO4. For further purification, the substance is chromatographed on silica gel.

後処理

  1. temperaturethe mixture is refluxed for 6 hours
  2. customThe phases are separated
  3. extractionthe aqueous phase is extracted with tert-butyl methyl ether
  4. dry with materialthe combined organic phases are dried by means of Na2SO4
  5. customFor further purification
  6. customthe substance is chromatographed on silica gel

出典と根拠

ORDレコード
ord-ee4a009f4b65474ba52575dbfaade247
出典データセット
uspto-grants-1997_05
特許番号
US05626791

反応ノート

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